DEVELOPMENT OF NEW MARINOQUINOLINES AS ANTIMALARIAL AGENTS: DESIGN, SYNTHESIS AND BIOLOGICAL EVALUATION

• Grant number: 18/03143-0
• Support Opportunities: Scholarships in Brazil - Doctorate
• Start date: October 01, 2018
• End date: August 04, 2021
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Carlos Roque Duarte Correia
• Grantee: Patricia Santos Barbosa
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Associated research grant: 14/25770-6 - New frontiers in cross-coupling reactions promoted by palladium: combining enantioselective catalysis, C-H activations, new materials and in flux reactions aiming at high efficiency and sustainability in synthetic processes, AP.TEM

Abstract

Marinoquinoline is a class of quinoline derivatives originally found in marine bacteria. Currently, there are several synthetic routes to obtain the marinoquinoline nucleus, which has already allowed the synthesis of several synthetic analogues. Due to its structural similarity with quinolines, our research group synthesized a series of unpublished marinoquinolines and evaluated their biological activity in Plasmodium falciparum 3d7 strains, in partnership with the research group of Prof. Dr. Rafael Guido, from USP - São Carlos. The main result of this initial study was a lead compound, encoded as MQ-030, with high potency and selectivity. Faced with this result, there is now a need for optimizations of both power and physicochemical properties. For this, we count on the help of the research group of Prof. Dr. Rafael Guido, with the prior development of a QSAR model and biological evaluations. Thus, our function is the synthesis of new marinoquinolines, containing the necessary structural changes to rationally improve potency.

Scientific publications

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

DO ESPIRITO SANTO, RAFAEL DIAS; CAPITAO, REBECA MONIQUE; BARBOSA, PATRICIA SANTOS; SIMAO DOS SANTOS, ERIC FRANCISCO; DUARTE CORREIA, CARLOS ROQUE. The Chemistry and Biological Applications of 3H-Pyrrolo[2,3-c]quinolines and Marinoquinolines. ASIAN JOURNAL OF ORGANIC CHEMISTRY, JUN 2021. (18/03143-0, 13/07600-3, 17/11316-0, 14/25770-6)

DO ESPIRITO SANTO, RAFAEL DIAS; CAPITAO, REBECA MONIQUE; BARBOSA, PATRICIA SANTOS; SIMAO DOS SANTOS, ERIC FRANCISCO; DUARTE CORREIA, CARLOS ROQUE. The Chemistry and Biological Applications of 3H-Pyrrolo[2,3-c]quinolines and Marinoquinolines. ASIAN JOURNAL OF ORGANIC CHEMISTRY, v. 10, n. 8, p. 1938-1957, AUG 2021. (14/25770-6, 17/11316-0, 13/07600-3, 18/03143-0)

Academic Publications

(References retrieved automatically from State of São Paulo Research Institutions)

BARBOSA, Patricia Santos. Marinoquinoline as a new class of antiplasmodial compounds: structure-activity relationship and investigation of the mechanism of action. 2022. Doctoral Thesis - Universidade Estadual de Campinas (UNICAMP). Instituto de Química Campinas, SP.